Synthesis, Characterization, and Photophysical Probing Interaction Studies on Azo‐Sulfonamides Acting as Potent Anti‐Tubercular Agents

Abstract

By utilizing the sulfamethizole component via the diazo‐coupling approach by electrophilic substitution process, an unprecedented series of four mono‐azo sulfonamide molecules were synthesized in good yield. Spectroscopic investigation unambiguously confirmed the structures of the newly synthesized mono‐azo sulfonamide derivatives, including FT‐IR, NMR (1H and 13C), HRMS, Uv‐Vis, and Photoluminescence (PL). In a variety of organic solvents, the 3‐diethylaminophenol coupled azo‐sulfonamide T3 showed a maximum bathochromic shift of λmax in the range 462–479 nm and in the region of 88–142 nm, a derivative of 2‐hydroxy‐1,4‐naphthoquinone T4 coupled azo colourant showed a significant Stokes shift. Conceptual density function theory was also used to build a new family of high energy density energetic mono‐azo sulfonamides. Frontier molecular orbitals (HOMO‐LUMO) and global reactivity descriptors were identified to analyze how molecules interact with one another. Further, the potency of the anti‐tubercular activity of the colorants was examined with the standards such as Isoniazid, Ethambutol, Pyrazinamide, Rifampicin, and Streptomycin. The results indicated that‐ Lawsone pigment (2‐hydroxy‐1,4‐naphthoquinone) incorporated azo molecule T4 displayed the sensitivity at 3.12 μg/mL compared with other the three mono‐azo molecules.

Red‐emitting 4‐methyl coumarin fused barbituric acid as an electrochemical sensor for catechol detection and probe for latent fingerprints

“…Theoretically and practically, it is critical to identify the solid and solution forms of these tautomers. The solvent and chemical structures have been found as factors that influence the tautomer equilibrium [20]. Catechol is a major environmental pollutant with high toxicity, and it exists in environmental samples; also low concentrations in foods and cigarette smoke may cause mutagenesis and cancerous alteration [21, 22].…”